A convenient preparation of a novel class of imidazo[1,5-a]pyridines: Decisive role by ammonium acetate in chemoselectivity

ORGN 364

Jie Wang1, Jason Mason1, Donald VanDerveer2, Ke Feng1, and Xiu R. Bu1. (1) Department of Chemistry and NASA Center for High Performance Polymers and Composites, Clark Atlanta University, Atlanta, GA 30314, (2) School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, GA 30322

Chemistry of fused nitrogen heterocyclic imidazo[1,5-a]pyridines and the closely related isomers has attracted increasing attention due to their medicinal significance. Imidazopyridines possess thromboxane A2 synthetase inhibiting, antiviral, antiulcer, and D4 receptor antagonistic properties. We have developed a facile and one-pot straightforward methodology to prepare a novel class of imidazo[1,5-a]pyridines. A key role played by ammonium acetate in chemoselectivity has been examined.

 

Physical Organic, Materials, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Tuesday, September 9, 2003 Hilton New York -- Americas Hall 1, Poster

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003